Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Richard Haass as Himself Jennifer Palmieri as Herself Jon Meacham as Himself Barbara McQuade as Herself Edward Luce as Himself Symone Sanders-Townsend as Herself George Conway as Himself Jim Messina as Himself Antonia Hylton as Herself Kevin Bacon as Himself Kyra Sedgwick as Herself Brian d'Arcy James as Himself Kelli O'Hara as Herself Wally Adeyemo as Himself